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PointClickCarePointClickCareUnited States

Director, Software Engineering

Leads a large, multi-layered software engineering organization responsible for strategy, architecture, delivery, talent development, and AI-enabled platform scaling. Requires 15+ years of software engineering experience, extensive organizational leadership, cloud expertise, and a bachelor’s degree.

218k – 242k/yr
Remote15+ YOEEngineering Management

About the role

Responsibilities

  • Partner with Product Management to develop and execute roadmaps balancing product innovation, technical investments, operational excellence, and long-term platform strategy.
  • Lead and unify multiple engineering teams into a cohesive organization with clear priorities, shared objectives, and strong cross-functional collaboration.
  • Develop and execute engineering strategies supporting current and future business needs, including scalable, reliable, and secure platform capabilities.
  • Drive technical architecture decisions across Core and Application & Platform Services technology stacks in partnership with architecture and shared services teams.
  • Coach, mentor, and develop managers and senior managers to strengthen leadership capability, organizational effectiveness, and talent density.
  • Guide teams in evaluating and prioritizing technical initiatives by articulating business value and aligning investments with strategic objectives.
  • Lead hiring, workforce planning, and succession planning to attract, retain, and develop engineering talent.
  • Collaborate with engineering, product, sales, customer success, and executive stakeholders to deliver complex, large-scale initiatives.
  • Champion Agile and Kanban methodologies and foster continuous improvement, accountability, and technical excellence.
  • Support development and scaling of AI-driven products and services and help create an integrated data ecosystem.

Requirements

  • 15+ years of progressive software engineering experience, including significant leadership experience in complex technology organizations.
  • Experience leading large engineering organizations through multiple layers of management, including managers and senior managers.
  • Bachelor’s degree in Computer Science, Information Technology, or a related field.
  • Experience partnering with Product Management and executive stakeholders to define strategy, prioritize investments, and deliver business outcomes.
  • Experience defining and implementing software engineering best practices across the full software development lifecycle.
  • Strong organizational leadership experience, including coaching leaders, driving change, and building high-performing teams.
  • Experience delivering large-scale cloud-based solutions using Azure, AWS, and/or Google Cloud Platform.
  • Familiarity with modern AI technologies; experience building and scaling AI-enabled products or platforms is preferred.
  • Strong technical architecture background and ability to evaluate trade-offs and guide strategic technology decisions.
  • Ability to influence across engineering, product, sales, customer success, and executive teams.
  • Excellent communication, problem-solving, organizational, and stakeholder management skills.
  • Strong ownership, urgency, accountability, and commitment to delivering results.

Compensation & Benefits

  • US base salary range: $217,800–$242,000, plus bonus and benefits.
  • Non-overtime eligible.
  • Benefits starting from Day 1.
  • Retirement plan matching (RRSP and 401K).
  • Flexible paid time off.
  • Lifestyle and wellness spending account.
  • Parental and caregiver leave.
  • Fertility and adoption support.
  • Continuous development support program.
  • Employee assistance program.
  • Learning programs and resources.
  • Employee recognition programs.

Skills

AzureAWSGCPartificial intelligencetechnical architectureAgilekanbansoftware development lifecyclecloud computingProduct Management
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